Record Information
Version1.0
Creation date2011-09-21 00:08:06 UTC
Update date2015-07-21 06:56:58 UTC
Primary IDFDB022077
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-Deoxyerythronic acid
Description4-Deoxyerythronic acid is a normal organic acid present in human biofluids (PMIDs 2338430, 3829393, 3525594, 14708889, 1560100, 6725493), derived presumably from L-threonine. (PMID 2947647) It has been associated with uremia (PMID 1149237) and diabetes mellitus type 1. (PMID 2947647) [HMDB]
CAS Number759-06-8
Structure
Thumb
Synonyms
SynonymSource
4-DeoxyerythronateGenerator
(+/-)-erythro-2,3-dihydroxybutyric acidHMDB
(R*,r*)-2,3-dihydroxy-butanoateHMDB
(R*,r*)-2,3-dihydroxy-butanoic acidHMDB
(R*,r*)-2,3-dihydroxybutanoateHMDB
(R*,r*)-2,3-dihydroxybutanoic acidHMDB
(R*,s*)-2,3-dihydroxybutanoateHMDB
(R*,s*)-2,3-dihydroxybutanoic acidHMDB
2,3-Dihydroxybutanoic acidHMDB
2,3-Erythro-dihydroxybutyrateHMDB
2,3-Erythro-dihydroxybutyric acidHMDB
4-Deoxy-erythronateHMDB
4-Deoxy-erythronic acidHMDB
4-Deoxytetronic acidHMDB
Erythro-2,3-dihydroxybutyric acidHMDB
(2R,3R)-2,3-DihydroxybutanoateHMDB
(R*,R*)-2,3-dihydroxy-Butanoatehmdb
(R*,R*)-2,3-dihydroxy-Butanoic acidhmdb
2,3-erythro-Dihydroxybutyratehmdb
2,3-erythro-Dihydroxybutyric acidhmdb
4-deoxy-Erythronatehmdb
4-deoxy-Erythronic acidhmdb
4-Deoxyerythronic acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility454 g/LALOGPS
logP-1.2ALOGPS
logP-1.1ChemAxon
logS0.58ALOGPS
pKa (Strongest Acidic)3.63ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity24.8 m³·mol⁻¹ChemAxon
Polarizability10.74 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC4H8O4
IUPAC name(2R,3R)-2,3-dihydroxybutanoic acid
InChI IdentifierInChI=1S/C4H8O4/c1-2(5)3(6)4(7)8/h2-3,5-6H,1H3,(H,7,8)/t2-,3-/m1/s1
InChI KeyLOUGYXZSURQALL-PWNYCUMCSA-N
Isomeric SMILESC[C@@H](O)[C@@H](O)C(O)=O
Average Molecular Weight120.1039
Monoisotopic Molecular Weight120.042258744
Classification
Description belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentSugar acids and derivatives
Alternative Parents
Substituents
  • Beta-hydroxy acid
  • Short-chain hydroxy acid
  • Sugar acid
  • Monosaccharide
  • Hydroxy acid
  • Alpha-hydroxy acid
  • Fatty acid
  • Secondary alcohol
  • 1,2-diol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-002g-9000000000-4f8b3914e68986e2fc76View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-01b9-7594000000-41795a8299b4ed9a75dcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uk9-4900000000-e93ff8f7aad0f2c8fdeaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udr-9600000000-db7b2d4f0f4a450600e4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4r-9000000000-c6f2a60b94ceef71fa3aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-016r-9700000000-1e769b015c5e815e5fd1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05di-9200000000-320d571457b8c5b1a0acView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ab9-9000000000-222ebdab55908e04bc53View in MoNA
ChemSpider ID17215960
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID13120901
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00498
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference